CN115461426A - Compositions containing fluorine-containing oils - Google Patents

Compositions containing fluorine-containing oils Download PDF

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Publication number
CN115461426A
CN115461426A CN202180031688.8A CN202180031688A CN115461426A CN 115461426 A CN115461426 A CN 115461426A CN 202180031688 A CN202180031688 A CN 202180031688A CN 115461426 A CN115461426 A CN 115461426A
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Prior art keywords
fluorine
hfe
containing oil
composition
mass
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CN115461426B (en
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仲上翼
加留部大辅
吉山麻子
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Daikin Industries Ltd
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Daikin Industries Ltd
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    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D201/00—Coating compositions based on unspecified macromolecular compounds
    • C09D201/02—Coating compositions based on unspecified macromolecular compounds characterised by the presence of specified groups, e.g. terminal or pendant functional groups
    • C09D201/04—Coating compositions based on unspecified macromolecular compounds characterised by the presence of specified groups, e.g. terminal or pendant functional groups containing halogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C43/00—Ethers; Compounds having groups, groups or groups
    • C07C43/02—Ethers
    • C07C43/03—Ethers having all ether-oxygen atoms bound to acyclic carbon atoms
    • C07C43/04—Saturated ethers
    • C07C43/12—Saturated ethers containing halogen
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D7/00—Compositions of detergents based essentially on non-surface-active compounds
    • C11D7/50—Solvents
    • C11D7/5004—Organic solvents
    • C11D7/5018—Halogenated solvents
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D191/00—Coating compositions based on oils, fats or waxes; Coating compositions based on derivatives thereof
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
    • C09D7/20—Diluents or solvents
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
    • C09D7/40—Additives
    • C09D7/60—Additives non-macromolecular
    • C09D7/63—Additives non-macromolecular organic
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09G—POLISHING COMPOSITIONS; SKI WAXES
    • C09G1/00—Polishing compositions
    • C09G1/06—Other polishing compositions
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M105/00—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound
    • C10M105/50—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound containing halogen
    • C10M105/54—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound containing halogen containing carbon, hydrogen, halogen and oxygen
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M107/00—Lubricating compositions characterised by the base-material being a macromolecular compound
    • C10M107/38—Lubricating compositions characterised by the base-material being a macromolecular compound containing halogen
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M131/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing halogen
    • C10M131/08—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing halogen containing carbon, hydrogen, halogen and oxygen
    • C10M131/10—Alcohols; Ethers; Aldehydes; Ketones
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M147/00—Lubricating compositions characterised by the additive being a macromolecular compound containing halogen
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D7/00—Compositions of detergents based essentially on non-surface-active compounds
    • C11D7/22—Organic compounds
    • C11D7/28—Organic compounds containing halogen
    • C11D7/30—Halogenated hydrocarbons
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D7/00—Compositions of detergents based essentially on non-surface-active compounds
    • C11D7/50—Solvents
    • C11D7/5036—Azeotropic mixtures containing halogenated solvents
    • C11D7/504—Azeotropic mixtures containing halogenated solvents all solvents being halogenated hydrocarbons
    • C11D7/5063—Halogenated hydrocarbons containing heteroatoms, e.g. fluoro alcohols
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2211/00—Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions
    • C10M2211/04—Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions containing carbon, hydrogen, halogen, and oxygen
    • C10M2211/042—Alcohols; Ethers; Aldehydes; Ketones
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2213/00—Organic macromolecular compounds containing halogen as ingredients in lubricant compositions
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/22—Degreasing properties
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/70—Soluble oils

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Materials Engineering (AREA)
  • General Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Emergency Medicine (AREA)
  • Detergent Compositions (AREA)
  • Lubricants (AREA)
  • Paints Or Removers (AREA)

Abstract

The invention provides a composition containing (A) 1,1,1,3,3,3-hexafluoroisopropyl methyl ether (HFE-356 mmz) and/or 1,1,2,3,3,3-hexafluoropropyl methyl ether (HFE-356 mec) and (B) fluorine-containing oil.

Description

Compositions containing fluorine-containing oils
Technical Field
The present invention relates to compositions comprising fluorine-containing oils.
Background
In recent years, hydrofluoroethers (HFEs) have attracted attention as alternatives to chlorofluorocarbons (CFCs) and Hydrochlorofluorocarbons (HCFCs) because of their low Global Warming Potential (GWP) and Ozone Depletion Potential (ODP) and their low toxicity.
Patent document 1 discloses a detergent containing an azeotropic mixture-like composition of 1,1,1,3,3,3-hexafluoroisopropyl methyl ether and hexafluoroisopropyl alcohol, which is one kind of HFE.
Patent document 2 discloses that an azeotropic mixture-like composition containing 1,1,1,2,3,3-hexafluoro-3-methoxy-propane and 1-bromopropane, which are other HFEs, can be used as a refrigerant in a washing step.
Documents of the prior art
Patent document
Patent document 1: japanese patent laid-open publication No. 2015-143359
Patent document 2: japanese patent application laid-open No. 2011-506681
Disclosure of Invention
Problems to be solved by the invention
The invention aims to provide a novel composition containing 1,1,1,3,3,3-hexafluoroisopropyl methyl ether (HFE-356 mmz) and/or 1,1,2,3,3,3-hexafluoropropyl methyl ether (HFE-356 mec) and fluorine-containing oil. The invention also aims to provide a solvent composition or a cleaning composition containing HFE-356mmz and/or HFE-356mec for removing fluorine-containing oil.
Means for solving the problems
The present invention includes inventions described in the following items.
A composition comprising:
(A) 1,1,1,3,3,3-hexafluoroisopropyl methyl ether (HFE-356 mmz) and/or 1,1,2,3,3,3-hexafluoropropyl methyl ether (HFE-356 mec), and
(B) A fluorine-containing oil.
The composition of item 2, item 1, wherein,
the fluorine-containing oil is at least one compound selected from the group consisting of perfluoropolyether compounds, compounds containing perfluoropolyether groups and functional groups, and oligomers of chlorotrifluoroethylene.
Item 3. The composition of item 1 or item 2, wherein,
relative to the total amount of the component (A) and the component (B),
the content of the component (A) is 1 to 99.99% by mass,
the content of the component (B) is 0.01 to 99% by mass.
Item 4 the composition according to any one of item 1 to item 3, wherein,
it is used as a coating agent.
Item 5. A solvent composition or a cleaning composition for removing a fluorine-containing oil, characterized in that,
containing 1,1,1,3,3,3-hexafluoroisopropyl methyl ether (HFE-356 mmz) and/or 1,1,2,3,3,3-hexafluoropropyl methyl ether (HFE-356 mec).
Item 6. A washing method, wherein,
a detergent containing 1,1,1,3,3,3-hexafluoroisopropyl methyl ether (HFE-356 mmz) and/or 1,1,2,3,3,3-hexafluoropropyl methyl ether (HFE-356 mec) was used to remove the fluorine-containing oil.
Item 7. A dissolution method, wherein,
the fluorine-containing oil was dissolved using a solvent containing 1,1,1,3,3,3-hexafluoroisopropyl methyl ether (HFE-356 mmz) and/or 1,1,2,3,3,3-hexafluoropropyl methyl ether (HFE-356 mec).
An application method, comprising:
a step of applying the composition according to any one of claims 1 to 3.
Effects of the invention
According to the present invention, a novel composition comprising HFE-356mmz and/or HFE-356mec and a fluorine-containing oil can be provided. Further, according to the present invention, a solvent composition or a cleaning composition for removing a fluorine-containing oil, which contains HFE-356mmz and/or HFE-356mec, can be provided.
Detailed Description
The present invention includes the following embodiments.
The composition of the present invention comprises the component (A) and the component (B). In the present invention, the component (A) is 1,1,1,3,3,3-hexafluoroisopropyl methyl ether (HFE-356 mmz) and/or 1,1,2,3,3,3-hexafluoropropyl methyl ether (HFE-356 mec). In the present invention, the component (B) is a fluorine-containing oil.
The fluorine-containing oil as the component (B) is preferably at least one compound selected from the group consisting of a perfluoropolyether compound, a compound having a perfluoropolyether group and a functional group, and an oligomer of chlorotrifluoroethylene.
Examples of the perfluoropolyether compound include compounds containing a structural unit represented by the following general formula (1).
General formula (1): - (OC) n F 2n )－
[ in the formula, n represents 1,2,3 or 4.]
Commercially available products of the perfluoropolyether compound include those having the product names "KRYTOX (registered trademark) GPL oil, 143 oil, vacuum pump oil" (manufactured by CHEMOURS Co., ltd.), those having the product names "DEMNUM S-20", "DEMNUM S-65", "DEMNUM S-200" (manufactured by Dajin Industrial Co., ltd.), those having the product names "FOMBLIN M", "FOMBLIN Z", "FOMBLIN Y" (manufactured by SOLVAY SPECITY POLYMERS JAPAN Co., ltd.), and those having the product names "BARRIETA" (NOK
Figure BDA0003914113450000031
Company), and the like.
Examples of the compound containing a perfluoropolyether group and a functional group include compounds represented by the following general formula (2).
General formula (2): (Rf) 2 －PEPE 2 －Z 2 ) x －A
[ in the formula, PFPE 2 Each occurrence is independently a group represented by the formula:
－(OC 6 F 12 ) a －(OC 5 F 10 ) b －(OC 4 F 8 ) c －(OC 3 F 6 ) d －(OC 2 F 4 ) e －(OCF 2 ) f －
(wherein a, b, c, d, e and f are each independently an integer of 0 to 200 inclusive, the sum of a, b, c, d, e and f is at least 1, and the sequence of repeating units in the formula, each repeating unit being enclosed in parentheses and designated by a label a, b, c, d, e or f, is arbitrary.);
Rf 2 each occurrence independently represents an alkyl group having 1 to 16 carbon atoms which may be substituted with 1 or more fluorine atoms;
Z 2 represents a single bond or a 2-valent organic group;
x is 1 or 2;
a is independently at each occurrence-OH, -SH, -NR 2 、－COOR、－SO 3 H、－PO(OR 3 ) 2 or-SO 2 (OR 3 )；
R is a hydrogen atom or a hydrocarbon group. ]
Examples of the compound containing a perfluoropolyether group and a functional group represented by the general formula (2) include a carboxylic acid compound containing a perfluoropolyether group (a monocarboxylic acid compound containing a perfluoropolyether group or a dicarboxylic acid compound containing a perfluoropolyether group), an ester compound containing a perfluoropolyether group, a silane compound containing a perfluoropolyether group, a hydroxyl compound containing a perfluoropolyether group, an amino compound containing a perfluoropolyether group, an amide compound containing a perfluoropolyether group, a thiol compound containing a perfluoropolyether group, a sulfonic acid compound containing a perfluoropolyether group, a phosphonate compound containing a perfluoropolyether group, and a sulfonate compound containing a perfluoropolyether group. Among these perfluoropolyether group-and functional group-containing compounds, a perfluoropolyether group-containing monocarboxylic acid compound, a perfluoropolyether group-containing dicarboxylic acid compound, or a perfluoropolyether group-containing silane compound is preferable.
Examples of the carboxylic acid compound containing a perfluoropolyether group (a monocarboxylic acid compound containing a perfluoropolyether group or a dicarboxylic acid compound containing a perfluoropolyether group), the ester compound containing a perfluoropolyether group, the hydroxyl compound containing a perfluoropolyether group, and the ester compound containing a perfluoropolyether group include compounds represented by the following general formula (3).
General formula (3): X1-O-Rf-Y
[ in the formula, -Rf is a perfluoropolyoxyalkylene chain having a number average molecular weight of 500 to 10,000 and comprises (C) 2 F 4 O)、(CF 2 O)、(C 3 F 6 O type (here, (C) 3 F 6 O) units may be of the formula- (CF) 2 CF(CF 3 ) O) or (CF) 3 )CF 2 O) -) is represented by a unit; (CF) 2 (CF 2 )zCF 2 O) - (here, z is an integer of 1 or 2); -CR4R5CF 2 CF 2 Units of O- (where R4 and R5, equal to or different from each other, are chosen from H, cl or perfluoroalkyl groups having, for example, 1 to 4 carbon atoms), the units being distributed along the main chain and in a statistical manner;
-X1 and Y are terminal groups containing at least one of a carboxyl, hydroxyl, amino, ester group, in one case a single terminal having CF 3 And (4) a base.]
Specific examples of the perfluoropolyether group-containing dicarboxylic acid compound include, for example, "HOOCCF" available from Dajin industries Co., ltd 2 －O－[(CF 2 CF 2 O) 28 －(CF 2 O) 22 ]－CF 2 COOH ", etc. Specific examples of the monocarboxylic acid compound containing a perfluoropolyether group include "CF" manufactured by Dajin industries, ltd 3 －O－[(CF 2 CF 2 O) 28 －(CF 2 O) 22 ]－CF 2 COOH ", and the like. Examples of commercially available silane compounds containing a perfluoropolyether group include KY-100 series (KY-178, KY-185, KY-195, etc.) manufactured by shin-Etsu chemical Co., ltd, OPTOOL (registered trademark) DSX, OPTOOL (registered trademark) AES, OPTOOL (registered trademark) UF503, OPTOOL (registered trademark) UD509, and Afluid (registered trademark) S550 manufactured by Asahi Nitroson Co., ltd, and examples of silane compounds containing a perfluoropolyether group include OPTOOL (registered trademark) UD500 manufactured by Daikon chemical Co., ltd.
In the present specification, an oligomer of chlorotrifluoroethylene refers to a polymer of chlorotrifluoroethylene having a number average molecular weight of 1 ten thousand or less.
Commercially available products of chlorotrifluoroethylene oligomers include those having the product names "DAIFLOIL #1", "DAIFLOIL #3", "DAIFLOIL #10", "DAIFLOIL #20", "DAIFLOIL #50" and "DAIFLOIL #100" (manufactured by Dajin industries, ltd.).
In the present invention, in order to ensure sufficient lubricity and sufficient coating film strength, it is preferable to use, as the component (B), a fluorine-containing oil having a kinematic viscosity at 20 ℃ of 30cst to 2000cst, or a fluorine-containing oil having a kinematic viscosity at 25 ℃ of 100cst to 2000 cst. In the present invention, in order to ensure more sufficient lubricity and more sufficient coating film strength, it is more preferable to use a fluorine-containing oil having a kinematic viscosity at 20 ℃ of 50cst or more and 1500cst or a fluorine-containing oil having a kinematic viscosity at 25 ℃ of 300cst or more and 1500cst or less as component (B).
In the present invention, the fluorine-containing oil as the component (B) is more preferably at least one compound selected from the group consisting of a perfluoropolyether compound, a monocarboxylic acid compound containing a perfluoropolyether group, a dicarboxylic acid compound containing a perfluoropolyether group, a silane compound containing a perfluoropolyether group, and an oligomer of chlorotrifluoroethylene.
In the present invention, the content of the component (a) is preferably 1 to 99.99 mass%, and the content of the component (B) is preferably 0.01 to 99 mass%, based on the total amount of the components (a) and (B). Within such a range, the components (a) and (B) in the composition exhibit good solubility, and a uniform composition can be obtained. In the present specification, the total amount of the component (a) and the component (B) means that the total of the content ratio of the component (a) and the content ratio of the component (B) in the composition is 100% by mass.
In the present invention, the content of the component (a) is more preferably 1 mass% or more and 99.9 mass% or less and the content of the component (B) is 0.1 mass% or more and 99 mass% or less with respect to the total amount of the components (a) and (B).
In the present invention, it is more preferable that the content of the component (a) is 20 to 99.5 mass% and the content of the component (B) is 0.5 to 80 mass% with respect to the total amount of the components (a) and (B).
In the present invention, it is particularly preferable that the content of the component (a) is 50 to 99 mass% and the content of the component (B) is 1 to 50 mass% with respect to the total amount of the components (a) and (B).
As described in comparative example 1, which will be described later, the composition of the present invention preferably does not contain HFIP in order to dissolve HFE-356mmz in the fluorine-containing oil.
In the present invention, the total amount of the component (a) and the component (B) is preferably more than 50% by mass, more preferably 80% by mass or more, still more preferably 90% by mass or more, still more preferably 99% by mass or more, and particularly preferably 99.5% by mass or more, based on 100% by mass of the total amount of the composition.
In the composition of the present invention, it is most preferable that the composition is composed of only the component (a) and the component (B) (however, unavoidable impurities other than the component (a) and the component (B) are allowed to be contained).
Heretofore, it has not been known that HFE-356mmz or HFE-356mec has excellent compatibility with fluorine-containing oil. However, the present inventors tried and tried a combination of HFE and a large amount of oil, and as a result, they found that a composition having a transparent color was obtained by utilizing the high compatibility between HFE-356mmz or HFE-356mec and a fluorine-containing oil, without generating turbidity even when the content of the fluorine-containing oil was set to the above-mentioned high concentration when the composition was combined with HFE-356mmz or HFE-356mec and the fluorine-containing oil.
In the present specification, a transparent color means a state in which the composition is uniform and does not cause turbidity.
In the composition of the present invention, HFE-356mmz or HFE-356mec has excellent compatibility with the fluorine-containing oil, and the boiling point of the mixed liquid is appropriately high, so that the composition can be suitably used as a coating agent.
In order to obtain such excellent compatibility, the boiling point of the composition of the present invention is preferably 40 ℃ to 100 ℃, and more preferably 50 ℃ to 90 ℃. When the composition of the present invention is used as a coating agent, the solubility can be improved and the evaporation can be further suppressed as long as the boiling point of the composition is in the temperature range.
In the present specification, the coating agent is a mixture which is present in a liquid state at ordinary temperature and is applied to form a coating film for the main purpose of protecting the surface of an article, increasing gloss, or the like.
Another embodiment of the present invention is a coating method including a step of applying the composition of the present invention.
A further embodiment of the present invention is a solvent composition or a cleaning composition for removing fluorine-containing oil, characterized by containing HFE-356mmz and/or HFE-356mec.
The fluorine-containing oil to be removed is preferably at least one compound selected from the group consisting of perfluoropolyether compounds, compounds having perfluoropolyether groups and functional groups, and oligomers of chlorotrifluoroethylene, and among these, perfluoropolyether compounds are particularly preferable. The perfluoropolyether compound, the compound having a perfluoropolyether group and a functional group, and the oligomer of chlorotrifluoroethylene are as described above.
(optional additives)
The composition of the present invention may further contain at least one selected from solvents other than HFE-356mmz or HFE-356mec, antioxidants, stabilizers, preservatives and surfactants other than HFE-356mmz or HFE-356mec.
As other solvents, an alkyl compound, an alkylene compound, a chloroalkane compound, a chloroalkene compound, a hydrofluoroalkane compound, a fluoroalkene compound, a chlorofluoroalkene compound, an alcohol compound, and the like can be widely used so as to satisfy the properties to be imparted. However, in the present invention, hexafluoroisopropanol (HFIP) is not preferably used as the other solvent. For example, 1,2-dichloroethylene as a chloroalkene compound and 1,2-dichloro-3,3,3-trifluoropropene as a chlorofluoroalkene compound may be added for the purpose of dissolving mineral oil. Further, isopropyl alcohol (IPA), 1-butanol, 2,2,3,3,4,4,5,5,6,6,7,7-dodecafluoro-1-heptanol, and the like are added as alcohol compounds. In the present invention, as the other solvent, an alcohol compound is preferable. The alcohol compound is more preferably at least one selected from the group consisting of isopropyl alcohol (IPA), 1-butanol, and 2,2,3,3,4,4,5,5,6,6,7,7-dodecafluoro-1-heptanol, and is more preferably isopropyl alcohol (IPA). When another solvent is mixed, the composition of the present invention preferably contains the other solvent in an amount of 0.1 mass% or more and less than 50 mass%, more preferably 0.5 mass% or more and 20 mass% or less, and still more preferably 1 mass% or more and 10 mass% or less, based on 100 mass% of the composition.
The stabilizer functions as an acid acceptor (acid acceptor) or an antioxidant by exerting a stabilizing effect. The stabilization effect includes, as main effects, an effect of preventing decomposition of HFE-356mmz or HFE-356mec by trapping radicals generated in the system, and an acid absorption effect of preventing further decomposition of HFE-356mmz or HFE-356mec by acid generated in the system by trapping acid generated in the system. As the stabilizer, a known stabilizer can be widely used. Among them, 1 or more stabilizers selected from the group consisting of unsaturated alcohol stabilizers, nitro stabilizers, amine stabilizers, phenol stabilizers and epoxy stabilizers are preferably used because corrosion of metals by the composition can be effectively suppressed.
As the unsaturated alcohol-based stabilizer, known ones can be widely used. For example, 1 or more selected from 3-buten-2-ol, 2-buten-1-ol, 4-propen-1-ol, 1-propen-3-ol, 2-methyl-3-buten-2-ol, 3-methyl-2-buten-1-ol, 2-hexen-1-ol, 2,4-hexadiene-1-ol and oleyl alcohol can be used.
As the nitro stabilizer, a known nitro stabilizer can be widely used. Examples of the aliphatic nitro compound include nitromethane, nitroethane, 1-nitropropane, and 2-nitropropane. As the aromatic nitro compound, for example, 1 or more selected from nitrobenzene, o-dinitrobenzene, m-dinitrobenzene, p-dinitrobenzene, o-nitrotoluene, m-nitrotoluene, p-nitrotoluene, dimethylnitrobenzene, m-nitroacetophenone, o-nitrobenzene, m-nitrobenzene, p-nitrophenol, o-nitroanisole, m-nitroanisole, and p-nitroanisole can be used.
As the amine-based stabilizer, a known one can be widely used. For example, 1 or more selected from pentylamine, hexylamine, diisopropylamine, diisobutylamine, di-N-propylamine, diallylamine, triethylamine, N-methylaniline, pyridine, morpholine, N-methylmorpholine, triallylamine, allylamine, α -methylbenzylamine, dimethylamine, trimethylamine, ethylamine, diethylamine, triethylamine, propylamine, isopropylamine, dipropylamine, tripropylamine, butylamine, isobutylamine, dibutylamine, tributylamine, dipentylamine, tripentylamine, 2-ethylhexylamine, aniline, N-dimethylaniline, N-diethylaniline, ethylenediamine, propylenediamine, diethylenetriamine, tetraethylenepentamine, benzylamine, dibenzylamine, diphenylamine and diethylhydroxylamine can be used.
As the phenol-based stabilizer, a known one can be widely used. For example, 1 or more selected from 2,6-di-tert-butyl-4-methylphenol, 3-cresol, phenol, 1,2-benzenediol, 2-isopropyl-5-methylphenol, and 2-methoxyphenol can be used.
As the epoxy-based stabilizer, a known one can be widely used. For example, 1 or more selected from butylene oxide, 1,2-propylene oxide, 1,2-butylene oxide, butyl glycidyl ether, diethylene glycol diglycidyl ether, and 1,2-epoxy-3-phenoxypropane can be used.
The epoxy stabilizer is preferably combined with 1 or more kinds selected from the group consisting of an unsaturated alcohol stabilizer, a nitro stabilizer and a phenol stabilizer, because decomposition of HFE-356mmz and HFE-356mec due to various causes can be more effectively prevented by using stabilizers having different stabilizing effects in combination.
The content of the stabilizer in 100 mass% of the composition is preferably 0.0001 mass% or more, and more preferably 0.01 mass% or more, from the viewpoint of effectively suppressing the release of acid from HFE-356mmz or HFE-356mec and suppressing corrosion of metal by a liquid composition. On the other hand, in view of avoiding undesirable changes in physical properties of the liquid composition caused by excessive addition of the stabilizer, the content of the stabilizer in 100% by mass of the composition is preferably 10% by mass or less, and more preferably 5% by mass or less.
A further embodiment of the invention is a scrubbing process for removing fluorine-containing oil using a scrubbing agent comprising HFE-356mmz and/or HFE-356mec.
The fluorine-containing oil to be removed is preferably at least one compound selected from the group consisting of perfluoropolyether compounds, compounds having perfluoropolyether groups and functional groups, and oligomers of chlorotrifluoroethylene, and among these, perfluoropolyether compounds are particularly preferable. The perfluoropolyether compound, the compound having a perfluoropolyether group and a functional group, and the oligomer of chlorotrifluoroethylene are as described above.
Another embodiment of the present invention is a dissolution process for dissolving a fluorine-containing oil using a solvent containing HFE-356mmz and/or HFE-356mec.
The fluorine-containing oil to be dissolved is preferably at least one compound selected from the group consisting of perfluoropolyether compounds, compounds having perfluoropolyether groups and functional groups, and oligomers of chlorotrifluoroethylene, and among these, perfluoropolyether compounds are particularly preferable. The perfluoropolyether compound, the compound having a perfluoropolyether group and a functional group, and the oligomer of chlorotrifluoroethylene are as described above.
When the fluorine-containing oil is mixed with the composition containing HFE-356mmz and/or HFE-356mec, preferably 20 parts by mass or less per 100 parts by mass of the composition, the composition can be used as a solvent or a detergent. For example, after the composition is used as a solvent or a detergent, the composition containing HFE-356mmz and/or HFE-356mec can be used again as a solvent or a detergent in a state where the composition is mixed with a fluorine-containing oil.
Examples
The embodiments of the present invention will be described in more detail based on the following examples. However, the present invention is not limited to these examples.
In the examples and comparative examples, the following fluorine-containing oils were used.
Fluorine-containing oil (A1): perfluoropolyether Compound "DEMNUM S-20" (kinematic viscosity at 20 ℃ C. =53 cst), manufactured by Dajin Industrial Co., ltd.)
Fluorine-containing oil (A2): perfluoropolyether Compound "DEMNUM S-65" (kinematic viscosity at 20 =150 cst), manufactured by Dajin Industrial Co., ltd.)
Fluorine-containing oil (A3): perfluoropolyether Compound "DEMNUM S-200" (kinematic viscosity at 20 =500 cst), manufactured by Dajin Industrial Co., ltd.)
Fluorine-containing oil (A4): NOK
Figure BDA0003914113450000101
Perfluoropolyether Compound "BARRIERTA J100" (kinematic viscosity at 20 ℃ C. =280 cst)
Fluorine-containing oil (A5): perfluoropolyether Compound FOMBLIN M30 (kinematic viscosity at 20 ℃ =280 cst), manufactured by SOLVAY SPECIATY POLYMERS JAPAN
Fluorine-containing oil (A6): perfluoropolyether Compound FOMBLIN Y140/13 (kinematic viscosity at 20 ℃ C. =1400 cst) manufactured by SOLVAY SPECIATY POLYMERS JAPAN
Fluorine-containing oil (A7): silane Compound containing perfluoropolyether group "OPTOOL UD500", manufactured by Dajin industries Ltd "
Fluorine-containing oil (A8): oligomer of chlorotrifluoroethylene "DAIFLOIL #20" (kinematic viscosity at 25 ℃ =350 to 1500 cst), manufactured by Dajin industries Ltd
Fluorine-containing oil (A9): a perfluoropolyether group-containing dicarboxylic acid compound, HOOCCF, available from Dajin industries Ltd 2 －O－[(CF 2 CF 2 O) 28 －(CF 2 O) 22 ]－CF 2 COOH
Fluorine-containing oil (a 10): monocarboxylic acid compound containing perfluoropolyether group, CF manufactured by Dajin industries Ltd 3 －O－[(CF 2 CF 2 O) 28 －(CF 2 O) 22 ]－CF 2 COOH
< compatibility test >
(example 1)
A composition was prepared by charging 1,1,1,3,3,3-hexafluoroisopropyl methyl ether (HFE-356 mmz) and fluorine-containing oil (A1) into a glass test tube, and whether HFE-356mmz and fluorine-containing oil (A1) dissolve in each other at 25 ℃ was observed. The content of each component in the composition is HFE-356mmz: 50% by mass of a fluorine-containing oil (A1): 50% by mass. When the glass test tube was observed, it was confirmed that the fluorine-containing oil (A1) was completely dissolved in HFE-356mmz because the composition of HFE-356mmz and the fluorine-containing oil (A1) was 1 layer and remained as a transparent liquid.
(example 2)
Except that it was changed to HFE-356mmz:20 mass%, fluorine-containing oil (A1): a composition was prepared under the same conditions as in example 1 except that the amount of the component (A) was changed to 80% by mass, and it was observed whether or not HFE-356mmz and the fluorine-containing oil (A1) were dissolved in each other at 25 ℃. In the observation of the glass test tube, it was found that the composition of HFE-356mmz and the fluorine-containing oil (A1) was 1 layer and remained as a transparent liquid, and thus it was confirmed that the fluorine-containing oil (A1) was completely dissolved in HFE-356 mmz.
(example 3)
Except that it was changed to HFE-356mmz: 80% by mass of a fluorine-containing oil (A1): a composition was prepared under the same conditions as in example 1 except that the amount of the component (A) was 20% by mass, and it was observed whether or not HFE-356mmz and the fluorine-containing oil (A1) were dissolved in each other at 25 ℃. When the glass test tube was observed, it was confirmed that the fluorine-containing oil (A1) was completely dissolved in HFE-356mmz because the composition of HFE-356mmz and the fluorine-containing oil (A1) was 1 layer and remained as a transparent liquid.
(example 4)
A composition was prepared under the same conditions as in example 1 except that the fluorine-containing oil (A2) was used instead of the fluorine-containing oil (A1), and it was observed whether HFE-356mmz and the fluorine-containing oil (A2) were mutually soluble at 25 ℃. When the glass test tube was observed, it was confirmed that the fluorine-containing oil (A2) was completely dissolved in HFE-356mmz because the composition of HFE-356mmz and fluorine-containing oil (A2) was 1 layer and remained as a transparent liquid.
(example 5)
A composition was prepared under the same conditions as in example 1 except that the fluorine-containing oil (A3) was used in place of the fluorine-containing oil (A1), and it was observed whether HFE-356mmz and the fluorine-containing oil (A3) were mutually soluble at 25 ℃. When the glass test tube was observed, it was confirmed that the fluorine-containing oil (A3) was completely dissolved in HFE-356mmz because the composition of HFE-356mmz and fluorine-containing oil (A3) was 1 layer and remained as a transparent liquid.
(example 6)
A composition was prepared under the same conditions as in example 1 except that the fluorine-containing oil (A4) was used instead of the fluorine-containing oil (A1), and it was observed whether HFE-356mmz and the fluorine-containing oil (A4) were mutually soluble at 25 ℃. When the glass test tube was observed, it was confirmed that the fluorine-containing oil (A4) was completely dissolved in HFE-356mmz because the composition of HFE-356mmz and fluorine-containing oil (A4) was 1 layer and remained as a transparent liquid.
(example 7)
A composition was prepared under the same conditions as in example 1 except that the fluorine-containing oil (A5) was used instead of the fluorine-containing oil (A1), and it was observed whether HFE-356mmz and the fluorine-containing oil (A5) were mutually soluble at 25 ℃. When the glass test tube was observed, it was confirmed that the fluorine-containing oil (A5) was completely dissolved in HFE-356mmz because the composition of HFE-356mmz and fluorine-containing oil (A5) was 1 layer and remained as a transparent liquid.
(example 8)
A composition was prepared under the same conditions as in example 1 except that the fluorine-containing oil (A6) was used instead of the fluorine-containing oil (A1), and it was observed whether HFE-356mmz and the fluorine-containing oil (A6) were mutually soluble at 25 ℃. When the glass test tube was observed, it was confirmed that the fluorine-containing oil (A6) was completely dissolved in HFE-356mmz because the composition of HFE-356mmz and fluorine-containing oil (A6) was 1 layer and remained as a transparent liquid.
(example 9)
A composition was prepared under the same conditions as in example 1 except that the fluorine-containing oil (A7) was used in place of the fluorine-containing oil (A1), and it was observed whether HFE-356mmz and the fluorine-containing oil (A7) were mutually soluble at 25 ℃. In the observation of the glass test tube, it was found that the composition of HFE-356mmz and the fluorine-containing oil (A7) was 1 layer and remained as a transparent liquid, and thus it was confirmed that the fluorine-containing oil (A7) was completely dissolved in HFE-356 mmz.
(example 10)
A composition was prepared under the same conditions as in example 1 except that the fluorine-containing oil (A8) was used in place of the fluorine-containing oil (A1), and it was observed whether HFE-356mmz and the fluorine-containing oil (A8) were mutually soluble at 25 ℃. When the glass test tube was observed, it was confirmed that the fluorine-containing oil (A8) was completely dissolved in HFE-356mmz because the composition of HFE-356mmz and fluorine-containing oil (A8) was 1 layer and remained as a transparent liquid.
(example 11)
A composition was prepared under the same conditions as in example 1 except that the fluorine-containing oil (A9) was used instead of the fluorine-containing oil (A1), and it was observed whether HFE-356mmz and the fluorine-containing oil (A9) were mutually soluble at 25 ℃. When the glass test tube was observed, it was confirmed that the fluorine-containing oil (A9) was completely dissolved in HFE-356mmz because the composition of HFE-356mmz and fluorine-containing oil (A9) was 1 layer and remained as a transparent liquid.
(example 12)
A composition was prepared under the same conditions as in example 1 except that the fluorine-containing oil (A10) was used in place of the fluorine-containing oil (A1), and it was observed whether HFE-356mmz and the fluorine-containing oil (A10) were mutually soluble at 25 ℃. When the glass test tube was observed, it was confirmed that the fluorine-containing oil (A10) was completely dissolved in HFE-356mmz because the composition of HFE-356mmz and the fluorine-containing oil (A10) was 1 layer and remained as a transparent liquid.
(example 13)
A composition was prepared by charging 1,1,2,3,3,3-hexafluoropropyl methyl ether (HFE-356 mec) and fluorine-containing oil (A1) into a glass test tube, and it was observed whether HFE-356mec and fluorine-containing oil were mutually soluble at 25 ℃. The content of each component in the composition is HFE-356mec: 50% by mass of a fluorine-containing oil (A1): 50% by mass. When the glass tube was observed, the composition of HFE-356mec and the fluorine-containing oil (A1) was 1 layer and remained as a transparent liquid, and it was confirmed that the fluorine-containing oil (A1) was completely dissolved in HFE-356mec.
(example 14)
A composition was prepared under the same conditions as in example 13 except that the fluorine-containing oil (A2) was used in place of the fluorine-containing oil (A1), and it was observed whether or not HFE-356mec and the fluorine-containing oil (A2) were mutually soluble at 25 ℃. When the glass tube was observed, the composition of HFE-356mec and the fluorine-containing oil (A2) was 1 layer and remained as a transparent liquid, and it was confirmed that the fluorine-containing oil (A2) was completely dissolved in HFE-356mec.
(example 15)
A composition was prepared under the same conditions as in example 13 except that the fluorine-containing oil (A4) was used in place of the fluorine-containing oil (A1), and it was observed whether or not HFE-356mec and the fluorine-containing oil (A4) were mutually soluble at 25 ℃. When the glass tube was observed, the composition of HFE-356mec and the fluorine-containing oil (A4) was 1 layer and remained as a transparent liquid, and it was confirmed that the fluorine-containing oil (A4) was completely dissolved in HFE-356mec.
(example 16)
A composition was prepared under the same conditions as in example 13 except that the fluorine-containing oil (A5) was used in place of the fluorine-containing oil (A1), and it was observed whether or not HFE-356mec and the fluorine-containing oil (A5) were mutually soluble at 25 ℃. When the glass test tube was observed, the composition of HFE-356mec and the fluorine-containing oil (A5) was 1 layer and remained as a transparent liquid, and it was confirmed that the fluorine-containing oil (A5) was completely dissolved in HFE-356mec.
(example 17)
A composition was prepared by adding HFE-356mec and the fluorine-containing oil (A6) to a glass test tube, and it was observed whether HFE-356mec and the fluorine-containing oil were mutually dissolved at 25 ℃. The contents of the components in the composition are HFE-356mec:0.1 mass%, fluorine-containing oil (A6): 99.9% by mass. When the glass tube was observed, the composition of HFE-356mec and the fluorine-containing oil (A6) was 1 layer and remained as a transparent liquid, and it was confirmed that the fluorine-containing oil (A6) was completely dissolved in HFE-356mec.
(example 18)
A composition was prepared under the same conditions as in example 13 except that the fluorine-containing oil (A7) was used in place of the fluorine-containing oil (A1), and it was observed whether or not HFE-356mec and the fluorine-containing oil (A7) were mutually soluble at 25 ℃. When the glass tube was observed, the composition of HFE-356mec and the fluorine-containing oil (A7) was 1 layer and remained as a transparent liquid, and it was confirmed that the fluorine-containing oil (A7) was completely dissolved in HFE-356mec.
(example 19)
A composition was prepared under the same conditions as in example 13 except that the fluorine-containing oil (A8) was used in place of the fluorine-containing oil (A1), and it was observed whether or not HFE-356mec and the fluorine-containing oil (A8) were mutually soluble at 25 ℃. When the glass tube was observed, the composition of HFE-356mec and the fluorine-containing oil (A8) was 1 layer and remained as a transparent liquid, and it was confirmed that the fluorine-containing oil (A8) was completely dissolved in HFE-356mec.
(example 20)
A composition was prepared under the same conditions as in example 13 except that the fluorine-containing oil (A9) was used in place of the fluorine-containing oil (A1), and it was observed whether or not HFE-356mec and the fluorine-containing oil (A9) were mutually soluble at 25 ℃. When the glass tube was observed, the composition of HFE-356mec and the fluorine-containing oil (A9) was 1 layer and remained as a transparent liquid, and it was confirmed that the fluorine-containing oil (A9) was completely dissolved in HFE-356mec.
(example 21)
A composition was prepared under the same conditions as in example 13 except that the fluorine-containing oil (A10) was used in place of the fluorine-containing oil (A1), and it was observed whether or not HFE-356mec and the fluorine-containing oil (A10) were mutually soluble at 25 ℃. When the glass tube was observed, the composition of HFE-356mec and the fluorine-containing oil (A10) was 1 layer and remained as a transparent liquid, and it was confirmed that the fluorine-containing oil (A10) was completely dissolved in HFE-356mec.
(example 22)
A mixture was prepared by adding HFE-356mec and isopropyl alcohol (IPA) to a glass tube. The content of each component in the mixture is HFE-356mec:92 mass%, IPA: 8% by mass. Further, in the glass test tube, the fluorine-containing oil (A1) was added so that the composition ratio of the mixture to the fluorine-containing oil (A1) became 95% by mass and 5% by mass, respectively, and it was observed whether or not the mixture and the fluorine-containing oil (A1) were mutually dissolved at 25 ℃. When the glass test tube was observed, it was confirmed that the mixture and the fluorine-containing oil (A1) were completely dissolved in the mixture because the composition was 1 layer and remained a transparent liquid.
Comparative example 1
A mixture was prepared by adding HFE-356mmz to a glass tube with Hexafluoroisopropanol (HFIP). The content of each component in the mixture is HFE-356mmz:50 mass%, HFIP: 50% by mass. Further, in the glass test tube, the fluorine-containing oil (A3) was added so that the composition ratio of the mixture to the fluorine-containing oil (A3) became 50% by mass and 50% by mass, respectively, and it was observed whether or not the mixture and the fluorine-containing oil (A3) were mutually dissolved at 25 ℃. When the glass test tube was observed, the mixture and the fluorine-containing oil (A3) were separated into 2 layers without dissolving each other.
Comparative example 2
A mixture was prepared by adding HFE-356mmz and HFIP to a glass tube. The content of each component in the mixture is HFE-356mmz: 90% by mass, HFIP: 10% by mass. Further, in the glass test tube, the fluorine-containing oil (A3) was added so that the composition ratio of the mixture to the fluorine-containing oil (A3) became 50% by mass and 50% by mass, respectively, and it was observed whether or not the mixture and the fluorine-containing oil (A3) were mutually dissolved at 25 ℃. When the glass test tube was observed, the mixture and the fluorine-containing oil (A3) were separated into 2 layers without dissolving each other.
From the results of comparative examples 1 and 2, it was confirmed that the mixture of HFE-356mmz and HFIP had no compatibility with the fluorine-containing oil (A3).
Comparative example 3
In this comparative example, bis (2,2,2-trifluoroethyl) ether (HFE-356mff2, CF) was used as an HFE compound 3 CH 2 OCH 2 CF 3 ). It should be noted that HFE-356mff2 is an HFE compound composed of 4 carbon atoms, 6 fluorine atoms, 4 hydrogen atoms and 1 oxygen atom in the same manner as HFE-356mmz and HFE-356mec in the present invention.
Bis (2,2,2-trifluoroethyl) ether (HFE-356mffi 2, CF) was added to a glass test tube 3 CH 2 OCH 2 CF 3 ) And the fluorine-containing oil (A2) was prepared, and it was observed whether HFE-356mff and the fluorine-containing oil (A2) were mutually soluble at 25 ℃. The content of each component in the composition is HFE-356mff2: 50% by mass of a fluorine-containing oil (A2): 50% by mass. When observed in a glass test tube, HFE-356mff2 and the fluorine-containing oil (A2) were found to be insoluble in each other and separated into 2 layers。
From the results of comparative example 3, it was confirmed that HFE-356mff2 is not compatible with the fluorine-containing oil (A2). Furthermore, it was confirmed that even when the components were composed of the same constituent elements and the number of the elements was the same (that is, when the components were in an isomer relationship), the HFE compound dissolved in the fluorine-containing oil and the HFE compound not dissolved in the fluorine-containing oil were present, as in HFE-356mmz, HFE-356mec and HFE-356mff 2.
Comparative example 4
In this comparative example, 1,1,2,2-tetrafluoro-1- (2,2,2-trifluoroethoxy) ethane (HFE-347pcf, CF) was used as the HFE compound 2 HCF 2 OCH 2 CF 3 )。
The composition was prepared by adding HFE-347pcf and the fluorine-containing oil (A2) to a glass tube, and it was observed whether HFE-347pcf and the fluorine-containing oil (A2) were mutually soluble at 25 ℃. The content of each component in the composition is HFE-347pcf:50 mass%, fluorine-containing oil (A2): 50% by mass. When observed in a glass tube, HFE-347pcf and the fluorine-containing oil (A2) were insoluble in each other and separated into 2 layers.
< coatability test >
(example 23)
A lubricant solution was prepared by mixing HFE-356mmz with a fluorine-containing oil (A2) as a lubricant in a glass test tube. The content of each component in the lubricant solution is HFE-356mmz: 97% by mass, fluorine-containing oil (A2): 3% by mass. Thereafter, the above lubricant solution was applied to the surface of the aluminum substrate so as to have an average thickness of 0.5mm, and the aluminum substrate was air-dried at 24 to 27 ℃. The state of the lubricant coating was visually confirmed, and a uniform coating was formed.
< stability test >
(example 24)
Solutions were prepared by mixing HFE-356mmz with the fluorine-containing oil (A2) in a glass tube. The content of each component in the solution is HFE-356mmz: 50% by mass of a fluorine-containing oil (A2): 50% by mass. After the obtained solution was left to stand at 25 ℃ for 30 days, the state of the solution was visually confirmed to have no change in color, precipitate formation, or the like.
< detergency test >
(example 25)
A glass test piece 50 mm. Times.5 mm. Times.2 mm was immersed in a fluorine-containing oil (A2) for 30 seconds. Then, the glass test piece was immersed in 100ml of HFE-356mmz at 25 ℃ for 1 minute, pulled out, and then air-dried at room temperature for about 5 minutes. As a result, it was confirmed that the fluorine-containing oil (A2) remaining on the glass test piece was removed.
< applicability test >
(example 26)
The lubricant solution was prepared by mixing HFE-356mec with the fluorine-containing oil (A2) as a lubricant in a glass test tube. The content of each component in the lubricant solution is HFE-356mec: 97% by mass, fluorine-containing oil (A2): 3% by mass. Thereafter, the above lubricant solution was applied to the surface of the aluminum substrate so as to have an average thickness of 0.5mm, and the aluminum substrate was air-dried at 24 to 27 ℃ to form a lubricant coating film on the surface of the aluminum substrate. The state of the lubricant coating was visually confirmed to be a uniform coating.
< stability test >
(example 27)
Solutions were prepared by mixing HFE-356mec with the fluorine-containing oil (A2) in glass tubes. The content of each component in the solution is HFE-356mmz: 50% by mass of a fluorine-containing oil (A2): 50% by mass. After the obtained solution was left to stand at 25 ℃ for 30 days, the state of the solution was visually confirmed to have no change in color, precipitate formation, or the like.
< detergency test >
(example 28)
A glass test piece 50 mm. Times.5 mm. Times.2 mm was immersed in a fluorine-containing oil (A2) for 30 seconds. Thereafter, the glass test piece was immersed in 100ml of HFE-356mec at 25 ℃ for 1 minute, pulled out, and then air-dried at room temperature for about 5 minutes. As a result, it was confirmed that the fluorine-containing oil (A2) remaining on the glass test piece was removed.

Claims (8)

1. A composition comprising:
(A) 1,1,1,3,3,3-hexafluoroisopropyl methyl ether (HFE-356 mmz) and/or 1,1,2,3,3,3-hexafluoropropyl methyl ether (HFE-356 mec), and
(B) A fluorine-containing oil.
2. The composition of claim 1, wherein:
the fluorine-containing oil is at least one compound selected from perfluoropolyether compounds, compounds containing perfluoropolyether groups and functional groups, and oligomers of chlorotrifluoroethylene.
3. The composition of claim 1 or 2, wherein:
relative to the total amount of the (A) component and the (B) component,
the content of the component (A) is 1 to 99.99% by mass,
the content of the component (B) is 0.01 to 99 mass%.
4. The composition of any one of claims 1 to 3, wherein:
it is used as a coating agent.
5. A solvent composition or a cleaning composition for removing fluorine-containing oil, characterized in that:
containing 1,1,1,3,3,3-hexafluoroisopropyl methyl ether (HFE-356 mmz) and/or 1,1,2,3,3,3-hexafluoropropyl methyl ether (HFE-356 mec).
6. A method of washing, characterized by:
a detergent containing 1,1,1,3,3,3-hexafluoroisopropyl methyl ether (HFE-356 mmz) and/or 1,1,2,3,3,3-hexafluoropropyl methyl ether (HFE-356 mec) was used to remove the fluorine-containing oil.
7. A dissolution method, characterized by:
the fluorine-containing oil was dissolved using a solvent containing 1,1,1,3,3,3-hexafluoroisopropyl methyl ether (HFE-356 mmz) and/or 1,1,2,3,3,3-hexafluoropropyl methyl ether (HFE-356 mec).
8. A method of coating, comprising:
a step of applying the composition according to any one of claims 1 to 3.
CN202180031688.8A 2020-08-31 2021-08-24 Composition containing fluorine-containing oil Active CN115461426B (en)

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